References
- Undergraduate research participant.
- Turnbull , K. 1986 . Synthesis , 334
- Turnbull , K. and Saljoughian , M. 1986 . Synthy. Cummun. , 16 : 461
- As would be expected, sodium borohydride reacted with carbonyl containing aryl substituents. While sodium dithionite could be used effectively in such cases, it was, apparently, more sensitive to steric effects since 4-bromo-3-(2,4,6-trimethylphenyl)sydnone (1i) was only partially debrominated after several days.
- Yields were considerably reduced if the sodium sulfite solution was not freshly prepared.
- The preparation of this sydnone and 1 b,c,e,g,h will be reported elsewhere.
- Scriven , E. F. V. and Turnbull , K. 1988 . Chem. Rev. , 88 : 297
- Earl , J. C. and Mackney , A. W. 1935 . J. Chem. Soc. , 899
- Preston , P. N. and Turnbull , K. 1977 . J. Chem. Soc., Perkin Trans. , 1 : 1229
- Lowe , J. D. and Turnbull , K. 1986 . J. Heterocycl. Chem. , 23 : 125
- Eade , R. A. and Earl , J. C. 1946 . J. Chem. Soc. , 591
- Coburn , R. A. and O'Donnell , J. P. 1972 . J. Org. Chem. , 37 : 1707
- Turnbull , K. 1984 . J. Heterocycl. Chem. , 21 : 1637
- Turnbull , K. 1985 . J. Heterocycl. Chem. , 22 : 965
- With two equivalents of sodium sulfite.